Compound information

Natural Products
ZC220474
Molecular Formula
C15H20N2O6S
Molecular Weight
356.10420736 g/mol
Structure
IUPAC Name
ethyl 4-(4-methoxycarbonylphenyl)sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C15H20N2O6S/c1-3-23-15(19)16-8-10-17(11-9-16)24(20,21)13-6-4-12(5-7-13)14(18)22-2/h4-7H,3,8-11H2,1-2H3
InChI Key
GZHIHKLIRZQOEB-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCN(S(=O)(=O)c2ccc(C(=O)OC)cc2)CC1
Source
ZINC000015323927

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 93.22 Å2 LogP 1.847
LogS -3.263 LogD 2.169


Absorption

Property Value Property Value
Pgp inhibitor 0.024 Pgp substrate 0.03
HIA 0.975 F20 % 0.5
F30 % 0.26 Caco-2 -4.4
MDCK -4.627


Distribution

Property Value Property Value
BBB Penetration 0.357 PPB 67.956
VD 1.092 Fu 0.648


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.209 CYP1A2 substrate 0.466
CYP2A6 substrate 0.502 CYP2B6 substrate 0.601
CYP2C19 inhibitor 0.683 CYP2C19 substrate 0.736
CYP2C8 substrate 0.572 CYP2C9 inhibitor 0.768
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.025
CYP2D6 substrate 0.34 CYP2E1 substrate 0.284
CYP3A4 inhibitor 0.023 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.564 CL 5.213


Toxicity

Property Value Property Value
hERG Blockers 0.227 Hepatotoxicity 0.277
Mutagenicity 0.228 Rat Oral Acute Toxicity 0.048
FDAMDD 0.076 Skin Sensitization 0.0
Carcinogenicity 0.032 Eye Corrosion 0.001
Eye Irritation 0.008 Respiratory Toxicity 0.015


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.823 IGC50 3.279
LC50FM 2.116 LC50DM -0.376


Tox21 Pathway

Property Value Property Value
NR-AR 0.405 NR-AR-LBD 0.347
NR-AhR 0.032 NR-Aromatase 0.019
NR-ER 0.368 NR-ER-LBD 0.423
NR-PPAR-gamma 0.108 SR-ARE 0.092
SR-ATAD5 0.329 SR-HSE 0.054
SR-MMP 0.011 SR-p53 0.028


Similar covalent inhibitors

CI001201

Similarity Score: 0.63

CI001194

Similarity Score: 0.53

CI001195

Similarity Score: 0.52

CI001170

Similarity Score: 0.51

CI001191

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.